Located in South Village, this condo is a leisurely stroll from popular sights such as Siesta Key Beach and Crescent Beach. The condo includes a private pool, a kitchen, and a balcony.
St. Boniface Episcopal Church Labyrinth - 3 min drive - 1.7 miles
Siesta Key Beach Playground - 4 min drive - 1.9 miles
Getting around
Sarasota-Bradenton Intl. Airport (SRQ) - 33 min drive
Restaurants
Panera Bread - 3 min drive
McDonald's - 2 min drive
Hooters - 3 min drive
Captain Curt's Crab & Oyster Bar - 6 min walk
Gecko’s - 3 min drive
About this property
Entire place
You'll have the entire condo to yourself and will only share it with other guests in your party.
Anchorage 305 - Siesta Chillin
We invite you to stay in our spacious condo managed by The Anchorage Community Rental Program. The Community Rental Program provides quality homes at a fair price and is managed by experienced professionals located onsite at The Anchorage complex.
'Siesta Chillin' is a spacious 2 bed 2 bath condo located across from the beautiful crystal sands of Crescent Beach on Siesta Key. Siesta Chillin has been recently updated and has all the conveniences of home in an amazing vacation ...spot at The Anchorage Yacht and Tennis Club.
When you walk through the front door, a large welcoming space greets you with our freshly renovated open-concept kitchen, quality furnishings, new floors and luxury linens. Siesta Chillin is a very large unit at 1280 square feet. Everyone loves the spacious balcony that covers the entire width of the condo so it is accessible from the living room and both bedrooms. Southern exposure makes the condo bright and cheerful with picturesque views through the sliding glass doors in every room. The condo cpmplex backs up to the Inter-Costal Waterway with a serene park-like setting. Amenities include heated Olympic-sized pool, lighted tennis and shuffleboard courts, BBQ grills, exercise roomnand free boat docking.
Everything you need is within walking distance from The Anchorage. The market, charter boats, fishing equipment, jet ski rentals, kayak/paddleboard rentals, para-sailing and bike rentals are just across the street. Convenience stores and several great dining establishments are only a short stroll to the hidden treasure of Siesta South Village. There is even some of Sarasota's best Karaoke! You can also hitch a free ride (tips appreciated) to Siesta Key Village where a wide range of shopping and dining fun awaits. Or, hop in you car and explore the local attractions of Sarasota and St. Armand's Circle.
Siesta Key is truly a little slice of heaven for everyone in the family from grandparents to the young children. Siesta Chillin is the perfect location for an amazing Siesta Key experience - whether you are staying for months to escape the northern winters or taking a short getaway to relax and rejuvenate. Come and chill with us in Siesta Key!
Amenities Include:
- Coin operated washer dryer: Yes
- TUB/SHOWER: Yes
- Balcony: Yes
- BBQ Grill: 2 GAS
- Beach Access: PRIVATE
- Bed Size 1st/Master: KING
- Bed Size 2nd Rm: 2 QUEENS
- Elevator: Yes
- Exercise Facility: Yes
- Floor No.: TILE KIT, CARPET
- Internet Access: Yes
- Parking: Yes
- Parking Space Type: OPEN SPOT
- Electric Stove: Yes
- View: CANAL VIEW
- PICKLEBALL: Yes
- Tennis Courts: Yes
- Pool: Yes
The condo is air-conditioned and features a kitchen, 2 bathrooms, and a balcony, and there's space to spread out with 2 bedrooms. Guests can enjoy a TV and stay connected with free WiFi. Other standard amenities include a private pool, a washing machine, and a coffee maker.
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Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
Smoke detector (host has indicated there is a smoke detector on the property)
Fire extinguisher
General
Garden
Policies
Check-in
Check-in time starts at 4:00 PM
Minimum check-in age: 25
Check-out
Check-out before 10:00 AM
Special check-in instructions
You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools
Pets
This property doesn't allow pets
Children and extra beds
Note from host: Children Allowed
Events
No events allowed
Smoking
Smoking is not permitted
Smoking is not allowed.
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Check-in: 4:00 PM
Check-out: 10:00 AM
Minimum check-in age: 25
We should mention
Details about charges, deposits, or other important information:
This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
Charges for extra guests may apply and vary depending on the property's policy.
A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
Onsite parties or group events are strictly prohibited.
Onsite safety features include a fire extinguisher and a smoke detector.
Property is also known as
41875
Frequently asked questions
What's there to do close to this condo?
This condo is situated in South Village within a short 12-minute walk of Siesta Key Beach and also 6 minutes on foot from Crescent Beach. You'll also find Siesta Key Marina and Point of Rocks less than a mile away.
Is there parking available at Anchorage 305 - Siesta Chillin?
No, this condo doesn't offer parking.
Is this condo next to a casino?
No, this condo is not connected to a casino.
Is there an indoor pool at this condo?
No, there is no indoor pool at this condo; however, the accommodation features a private pool.
What amenities will couples enjoy at Anchorage 305 - Siesta Chillin?
There are many amenities for couples at this condo, including a private pool, a private pool in some condo, as well as a beach.
Does Anchorage 305 - Siesta Chillin have a hot tub?
No, there isn't a spa tub at this condo.
Does this condo offer breakfast?
No, this condo doesn't offer breakfast.
Does this condo allow pets to stay free of charge?
No, pets aren't allowed at this condo.
Does Anchorage 305 - Siesta Chillin have connecting rooms available?
No, this condo doesn't feature connecting guestrooms.
What is the closest airport to this condo?
The closest major airport to this condo is Sarasota-Bradenton Intl. Airport (SRQ), which is 12.1 mi away (33 minutes by car).
Are there rooms with balconies at Anchorage 305 - Siesta Chillin?
Yes, every condo at Anchorage 305 - Siesta Chillin comes with a balcony.
Anchorage 305 - Siesta Chillin Reviews
Reviews
7.4
Good
All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
Rating 10 - Excellent. 1 out of 3 reviews
10 - Excellent
1
Rating 8 - Good. 0 out of 3 reviews
8 - Good
0
Rating 6 - Okay. 2 out of 3 reviews
6 - Okay
2
Rating 4 - Poor. 0 out of 3 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 3 reviews
2 - Terrible
0
6.8/10
Cleanliness
Reviews
10/10 Excellent
Michael W.
Apr 12, 2026
Liked: Cleanliness
Michael W.
Stayed 14 nights in Mar 2026
6/10 Okay
Noreen D., Miami
Mar 27, 2023
Disliked: Cleanliness
A good place to stay...
We had a wonderful stay in Siesta Key. The location was great for us. It’s across the street from the beach and short walk to the Orange Octopus (ice cream) and Captain Curt’s. The apartment was spacious for our family of 4, but not our favorite place we stayed at. It's pretty noisy at night, due to being so close to the bridge. The unit was not clean when we arrived. The kitchen counters, some dishes, the fridge, and the floors were dirty. The management team offered another cleaning, but I declined as we had stayed for 2 days already and didn’t feel comfy having someone in the unit and I cleaned already. The shower door needs a replacement. We could barely open/close it. Again, the management team sent someone up right away to look at it. It worked better for a day, but we continued to have issues for the rest of our stay. We also didn't have control over the AC - the owner was kind enough to lower the temperature to 70 at night as per our request, but we weren't able to adjust anything during our stay. We only had 3 beach towels in the unit. The management team gave us an extra one but said that there would be a charge for additional towels. The unit does not have a washer/dryer - there is a laundry room on the floor to use for a fee, so it would have been nice to have another set of beach towels. The management team was great, but the unit needs some work and deep cleaning.
Noreen D.
Stayed 7 nights in Mar 2023
6/10 Okay
Lorraine W.
Mar 11, 2023
Siesta key
Nice facility, pool and grounds; the location was right next to a busy highway. The unit was very dated and the beds uncomfortable. The OLD box springs were very squeaky!